derek guy Profile picture
Jan 27, 2025 21 tweets 11 min read Read on X
I think this outfit looks great, but some people asked me to comment on the belt, so here's a basic guide to men's belts. 🧵
As usual, there are no hard rules in fashion. Everything is dependent on the aesthetic, which is contextual to culture. So any time you're asking how to do something with regard to dress, you have to first ask yourself, "what aesthetic language am I using?" Image
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There was once a time when belts were mostly reserved for workwear. Men in tailored clothing held their pants up with suspenders, which is still the superior way to wear tailored trousers. Belts work like a tourniquet, can only be adjusted by 1" increments, and are not comfy.
Suspenders, on the other hand, allow your trousers to hover around your waist, leaving room for a full meal. Since they hold your pants up from your shoulders, your pants never slip throughout the day. If worn with a fishtail back, they also allow your trousers to drape better. Image
At some point, the Duke of Windsor started to wear a belt, much to the dismay of his more conservative father and even tailor. The Duke was so scared of his strict, ill-tempered tailor (Frederick Scholte) that he had his trousers made by another tailor in New York. Image
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Since the Duke set many of the fashion trends of his day, other men followed. And soon Hollywood elites wore belts with tailored trousers. With time, suspenders all but disappeared, widely regarded as too old-fashioned and fusty. If you like suspenders, check Albert Thurston. Image
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Broadly speaking, there are two rules with regard to belts. The first is that the color should roughly match your shoes—dark brown belts with dark brown shoes, black belts with black shoes, tan belts with tan shoes, etc. Mark at The Armoury explains here:
This is a general rule, not a hard one. You obviously don't have to match your belt and shoes when wearing things like canvas espadrilles or sneakers. Much depends on the aesthetic, which is contextual to culture!! Image
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The other matter has to do with width. Dress pants are typically worn with dress belts 1.25" in width or narrower. Casual pants, such as jeans, fatigues, and double knee work pants, typically require thicker belts sitting at 1.5" in width. Image
When putting together an outfit, it's useful to stay within the same level of formality. RFK's black dress belt is much better suited to tailored trousers worn with black dress shoes. Those blue jeans would look more at home in a wider 1.5" belt in a color that matches his shoes. Image
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Certain styles, such as Westernwear and workwear, can also be worn with more niche designs, such as ranger belts or tapered belts, which start off at 1.5" in the back and narrow to 1" at the front. Some of these can be decorated with tooling or Native American conchos. Image
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Much like how chinos sit between jeans and tailored trousers in terms of formality—and tassel loafers are between lace-up oxfords and sneakers—some belts are in the middle on the formality spectrum. Image
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Leather braided belts and canvas surcingle belts won't hit the outer edges of formality (e.g. canvas work pants or suits), but they are somewhere in the middle, sitting comfortably alongside things such as chinos, button-down collar shirts, and loafers. Image
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Some people felt Jalen Hurts's outfit was a flop because the belt is too narrow. Certainly, a 1.25" belt—which is standard for dress pants—is the safer and more conservative choice. But there's also a long tradition of men wearing narrower 1" belts with tailored clothing. Image
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Narrower 1" belts look slightly sleeker and sexier. Depending on the design of the buckle, it can worn with something as dressy as a suit to something more casual. Image
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The brand Scott Fraser Simpson borrows heavily from retro looks, so they incorporate a lot of thin 1" belts into their collections. One even features a snake design that's not too different from something the Duke once wore! Image
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I think some people objected to Hurts's waistband sitting above his belt. IMO, you have to be realistic about clothes—things shift throughout the day. Additionally, some trouser styles are intentionally designed this way, such as the Hollywood waist (see Edward Sexton) Image
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Most men are not wearing a Hollywood waist (which requires a special design and construction). If you're worried about the waistband shifting away too much from the belt, ask your tailor to put a prong keeper into your trousers. Some trousers also come with this detail. Image
The prong keeper is a little loop just above your fly. When getting dressed, put your belt prong through that little loop, which will keep the waistband from slipping too far—up or down, either way. Loop remains hidden behind your belt when worn. Image
Of course, if all this is confusing, you can also get trousers made with a self-belt. Although these are hard to find nowadays. My favorites are from Lemaire and Stoffa. If you get them custom-made, consider how well the fabric will hold up to constant buckling and unbuckling. Image
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Alternatively, you can also just wear a bike chain as a belt like John F. Kennedy Jr.

And that's just about all you need to know regarding how to snatch your waist. Image

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More from @dieworkwear

Feb 7
Your suggestions are shit ass.

Let me tell you about backpacks. 🧵 Image
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Let's first establish good vs bad ways to think about style. The first pic is correct — style is a kind of social language and you have to figure out what type of person you are. The second pic is stupid bc it takes style as disconnected objects ("this is in" vs "this is out"). Image
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I should also note here that I'm only talking about style. I'm not here to argue with you about ergonomics, water bottle holders, or whether something accommodates your Dell laptop. I'm am talking about aesthetics.
Read 18 tweets
Feb 5
It's true that Canadian Prime Minister Mark Carney has a rounded back and forward pitched shoulders. But let me show you something. 🧵
Watch these two videos. Then answer these two questions:

— Which of the two men is better dressed?
— How does each come off?
I think Carney is better dressed, partly because his clothes fit better. Notice that his jacket collar always hugs his neck, while Pierre Poilievre's jacket collar never touches him.

Why do Poilievre's jackets fit like this? Image
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Read 11 tweets
Jan 18
The level of craftsmanship that goes into a lot of Japanese menswear simply doesn't exist in the United States. You can do this for many categories — suits, jeans, hats, etc.

In this thread, I will show you just one category: men's shoes 🧵
For this comparison, I will focus on Japanese bespoke shoemaking vs. US ready-to-wear. The level of bespoke craftsmanship shown here simply doesn't exist in the US, so a Japanese bespoke vs. US bespoke comparison would be unfair. US bespoke is mostly about orthopedic work.
So instead, I will focus on the best that the US has to offer: ready-to-wear Alden.

On a basic level, top-end Japanese shoes are better because they are handwelted, whereas Alden shoes are Goodyear welted. The first involves more handwork and can be resoled more often. Image
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Read 24 tweets
Dec 18, 2025
A story I found about Haiti:

In 1999, a group of Haitians were tired of political disorder and dreamed of a better life in the United States. So they built a small, 23-foot boat by hand using pine trees, scrap wood, and used nails. They called the boat "Believe in God." 🧵 Image
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In a boat powered by nothing but a sail, they somehow made it from Tortuga Island to the Bahamas (about a 90 mile distance). Then from the Bahamas, they set sail again. But a few days and some hundred miles later, their makeshift boat began to sink. Image
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The men on the boat were so dehydrated this point, one slipped in and out of consciousness, unable to stand. They were all resigned to their death.

Luckily, they were rescued at the last minute by the US Coast Guard. Image
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Read 5 tweets
Dec 1, 2025
After this post went viral, I called Caroline Groves, a world-class bespoke shoemaker, to discuss how women's shoes are made. I normally don't talk about womenswear, but I found the information interesting, so I thought I would share what I learned here. 🧵
First, who is Caroline Groves?

Footwear is broadly broken into two categories: bespoke and ready-to-wear. In London, bespoke makers, including those for women, are largely focused on traditional styles, such as wingtip derbies and loafers. Emiko Matsuda is great for this. Image
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In Paris, there's Massaro, a historic firm that has been operating since 1894, now owned by Chanel. Their designs are less about creating the women's equivalent of traditional men's footwear and more about things such as heels or creative styles. Aesthetic is still "traditional." Image
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Read 18 tweets
Nov 29, 2025
Earlier today, Roger Stone announced his partnership with a menswear company, where together they've released a collection of tailored clothing items.

Here is my review of those pieces. 🧵 Image
The line is mostly comprised of suits and sport coats, supplemented with dress shirts and one pair of odd trousers (tailor-speak for a pair of pants made without a matching jacket). Suits start at $1,540; sport coats are $1,150. One suit is $5,400 bc it's made from Scabal fabric Image
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Let's start with the good points. These are fully canvassed jackets, meaning a free floating canvas has been tacked onto the face fabric to give it some weight and structure. This is better than a half-canvas and fully fused construction, but requires more time and labor. Image
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Read 24 tweets

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